Copper-Catalyzed, Stereoselective Cross-Coupling of Cyclic Allyl Boronic Acids with α-Diazoketones

被引：16

作者：

Wang, Dong ^{[1
]}

Szabo, Kalman J. ^{[1
]}

机构：

[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, SE-10691 Stockholm, Sweden

来源：

ORGANIC LETTERS | 2017年 / 19卷 / 07期

基金：

瑞典研究理事会;

关键词：

ALLYLBORONIC ACIDS; ASYMMETRIC ALLYLBORATION; ARYL HALIDES; SELECTIVE FORMATION; CARBENE INSERTION; STEREOCENTERS; REAGENTS; ALCOHOLS; INDOLES; KETONES;

D O I：

10.1021/acs.orglett.7b00433

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this study; we present the synthesis of new, Stereodefined allylboronic adds employed to investigate the stereochemistry of the Cu-catalyzed cross-coupling of allylboronic acids with alpha-diazoketones. According to our results, this reaction proceeds with retention of the relative configurtion of the allylberonic acid substrate. We suggest that the stereoinduction step involves a syn S(E)2'-type transrnetalation of the allylboronic acid substrate with a Cu-carbene species.

引用

页码：1622 / 1625

页数：4

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